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Fairs & Festivals brighten the Berkshires every season of the year

In a landscape like this with so much natural beauty, history, creative and performing artists, craftsmen, food purveyors, wine and beer makers, there are lots of reasons and occasions to hold celebrations of every kind. Year-round this part of Massachusetts is filled with fairs, festivals and other events highlighting the richness found here. Each fall brings with it a special blend of activities for the whole family , as do the holidays and warmer months. Come for a family getaway to this sweet spot in New England and be delighted.
Old Deerfield Craft Fairs Fall Festival 2019

10 Memorial Street Deerfield, MA Phone:

September 21-22, 2019

This fair features more than 180 juried exhibitors from 16 states displaying and selling crafts of all media in the picturesque setting of the historic village of Old Deerfield. Highlights include a free museum tour, craft displays and demonstrations, music, food court and specialty food sampling.
Time: Saturday, 10 a.m. to 5 p.m.; Sunday, 10 a.m. to 4 p.m.
Admission: Above age 12, $7; children under 12, free
Harvest Festival 2019 at Berkshire Botanical Gardens

5 West Stockbridge Road Stockbridge, MA Phone: 413-298-3926

October 12-13, 2019

The Garden’s Harvest Festival covers the full 15-acre campus with children’s activities, pony and hay rides, games, live entertainment, artisan vendors, a farm market, tag and plant sales, and education offerings. No dogs.
Time: 10 a.m.-5 p.m.
Admission: Adults, $7; children under age 12 admitted free. Free parking.
AppleFest 2019 at Wachusett Mountain

Wachusett Mountain Ski Area, 499 Mountain Road Princeton, MA Phone:

October 19-20, 2019

This popular fall festival celebration offers craft exhibitors, a farmers' market and food trucks, kids entertainment and fall foliage viewing from the SkyRide. Also enjoy live music, apple pie baking and eating contests, live music and roaming entertainers. Live music on Saturday by the HouseTones at 11 a.m. and PlayBack at 2 p.m. and on Sunday by the Coalboilers at 11 a.m. and Fellowship of the King at 2 p.m. Live Shows by Wildlife Wendy, Enchanted Animals, and Timberworks Lumberjack Show. Ongoing entertainment by Magic Steve, Troy Wunderle, Gramma Potts, Glitter and Juggles the Clowns, Vinny the Bubble Guy, face painting, obstacle course, giant slidepony rides, climbing wall and the Skyride. The summit chair lift will be running both Saturday and Sunday starting at 10 a.m. Get off at the top and take the short walk to the summit of Wachusett Mountain.
Time:10 a.m.-5 p.m.
Admission: : Age 13 and older, $11-$14; kids age 6-12, $6-$9. Package tickets include admission and the Skyride.
Three County Fair 2019

41 Fair Street Northampton, MA Phone: 413-584-2237

August 30-September 2, 2019

Highlights this year include the demolition derby, truck and oxen pulls. Featuring Melha Shriners Music Feztival, Farewell Angelina, King Kountry, Charlie Maria, and more. Schedule of events.
Time: Friday, 4-10 p.m.; Saturday and Sunday 10 a.m.-10 p.m.; Monday, 10 a.m. - 9 p.m.
Admission: Ages 12-64, $12; seniors or veterans, $10; kids below age 11, free; four-day pass, $25.